Michael Bolton Through the Years: Photos of the Crooner Then & Now

Contents

Michael Bolton in 1995 Michael Bolton in 1991 Michael Bolton at a Celebrity Tennis Match Michael Bolton on British TV in 1997 Michael Bolton Gets a Star on the Hollywood Walk of Fame Michael Bolton in 2005 Michael Bolton & Nicollette Sheridan at the 2006 Golden Globes Nicollette Sheridan & Michael Bolton at the Premiere of ‘Over Her Dead Body’ Michael Bolton in Monaco in 2013 Michael Bolton in 2014 Michael Bolton at the Premiere of ‘Good Kill’ Michael Bolton Attends the 2015 BMI Pop Music Awards Michael Bolton in 2019 Michael Bolton in Germany in 2019 Michael Bolton’s Concert In 2023

Michael Bolton revealed his cancer diagnosis in 2025 and opened up about his experience. See photos of him over the years here.

Singer Michael Bolton is a true romantic. Born Michael Bolotin in New Haven, Connecticut on Feb. 26, 1953, he is the man behind hits like How Am I Supposed To Live Without You? and Said I Loved You But I Lied.

Though he is well known for his ballads, he actually started making music as a heavy metal rocker in the 70s and 80s. As a solo artist, he was known for his textured croon and passionate lyrics. It seemed a recipe for success, as Michael’s sold more than 75 million records and won two Grammys.

Michael has also dabbled in acting and TV, making cameos as himself on Two and a Half Men and The Nanny, while also appearing on unscripted shows like Dancing With The Stars and Celebrity Dating Game.

In his personal life, the star was married to Maureen McGuire from 1975 to 1990. The pair share three daughters. He also enjoyed an on-off relationship with actress Nicolette Sheridan during the 90s and 2000s. In April 2025, the singer revealed that he had been diagnosed with glioblastoma, an aggressive form of brain cancer.

Want to see more Michael Bolton through the years? Scroll through the gallery.

1 of 15